Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)N1CCN(c2nccnc2OC2CCN(c3ccc4ccccc4n3)CC2)CC1
InChiKey
FCPFBRLAHIQHPT-UHFFFAOYSA-N
Route Signature
7ab3e86e57d43e57730de2d3f2561838205e5bbec56d6f6d7892211b0bfd89f8
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_9b5833a5c619793cb955cdab",
"signature": "7ab3e86e57d43e57730de2d3f2561838205e5bbec56d6f6d7892211b0bfd89f8",
"contentHash": "509d174def6629ff5aa6f26e695d5eef0d9b9949e01ea7ce93eb96a753168354",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_a3156a251975275278efcb41",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03921",
"moleculeId": "sa_fa448733a8e6619ca6fbec37",
"smiles": "CC(=O)N1CCN(c2nccnc2OC2CCN(c3ccc4ccccc4n3)CC2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_fa448733a8e6619ca6fbec37",
"inchikey": "FCPFBRLAHIQHPT-UHFFFAOYSA-N",
"smiles": "CC(=O)N1CCN(c2nccnc2OC2CCN(c3ccc4ccccc4n3)CC2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7038",
"routeId": "sa_9b5833a5c619793cb955cdab",
"moleculeId": "sa_fa448733a8e6619ca6fbec37",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_fa448733a8e6619ca6fbec37",
"inchikey": "FCPFBRLAHIQHPT-UHFFFAOYSA-N",
"smiles": "CC(=O)N1CCN(c2nccnc2OC2CCN(c3ccc4ccccc4n3)CC2)CC1"
},
"smiles": "CC(=O)N1CCN(c2nccnc2OC2CCN(c3ccc4ccccc4n3)CC2)CC1",
"reactionStepId": "sa_c5216fd87e134925654d41bc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110306588A1;0891;1146869\",\"rsmi\":\"Cl[C:2]([CH3:1])=[O:3].[NH:4]1[CH2:5][CH2:6][N:7]([c:8]2[n:9][cH:10][cH:11][n:12][c:13]2[O:14][CH:15]2[CH2:16][CH2:17][N:18]([c:19]3[n:20][c:21]4[cH:22][cH:23][cH:24][cH:25][c:26]4[cH:27][cH:28]3)[CH2:29][CH2:30]2)[CH2:31][CH2:32]1>CCN(CC)CC.ClCCl>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[n:9][cH:10][cH:11][n:12][c:13]2[O:14][CH:15]2[CH2:16][CH2:17][N:18]([c:19]3[n:20][c:21]4[cH:22][cH:23][cH:24][cH:25][c:26]4[cH:27][cH:28]3)[CH2:29][CH2:30]2)[CH2:31][CH2:32]1\"},\"mapped_reaction_smiles\":\"Cl[C:2]([CH3:1])=[O:3].[NH:4]1[CH2:5][CH2:6][N:7]([c:8]2[n:9][cH:10][cH:11][n:12][c:13]2[O:14][CH:15]2[CH2:16][CH2:17][N:18]([c:19]3[n:20][c:21]4[cH:22][cH:23][cH:24][cH:25][c:26]4[cH:27][cH:28]3)[CH2:29][CH2:30]2)[CH2:31][CH2:32]1>CCN(CC)CC.ClCCl>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[n:9][cH:10][cH:11][n:12][c:13]2[O:14][CH:15]2[CH2:16][CH2:17][N:18]([c:19]3[n:20][c:21]4[cH:22][cH:23][cH:24][cH:25][c:26]4[cH:27][cH:28]3)[CH2:29][CH2:30]2)[CH2:31][CH2:32]1\"}",
"reactionStep": {
"id": "sa_c5216fd87e134925654d41bc",
"reactionHash": "06a4eeea0cb4967776f8cbd7a580c96895ef817ba79ab074a57ae7d76ed876dc"
},
"children": [
{
"id": "7039",
"routeId": "sa_9b5833a5c619793cb955cdab",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "7038",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7040",
"routeId": "sa_9b5833a5c619793cb955cdab",
"moleculeId": "sa_16cc45fa5a41a55bc922b60f",
"parentId": "7038",
"isLeaf": false,
"molecule": {
"id": "sa_16cc45fa5a41a55bc922b60f",
"inchikey": "WPHCQQVLEDDMHZ-UHFFFAOYSA-N",
"smiles": "c1ccc2nc(N3CCC(Oc4nccnc4N4CCNCC4)CC3)ccc2c1"
},
"smiles": "c1ccc2nc(N3CCC(Oc4nccnc4N4CCNCC4)CC3)ccc2c1",
"reactionStepId": "sa_1655c95d0ac1c10242f2a420",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110306588A1;0890;1146868\",\"rsmi\":\"Cl[c:17]1[c:12]([O:11][CH:10]2[CH2:9][CH2:8][N:7]([c:6]3[n:5][c:4]4[cH:3][cH:2][cH:1][cH:29][c:28]4[cH:27][cH:26]3)[CH2:25][CH2:24]2)[n:13][cH:14][cH:15][n:16]1.[NH:18]1[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]1>CC(C)O.O.O=C(O)O.[K+].[K+]>[cH:1]1[cH:2][cH:3][c:4]2[n:5][c:6]([N:7]3[CH2:8][CH2:9][CH:10]([O:11][c:12]4[n:13][cH:14][cH:15][n:16][c:17]4[N:18]4[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]4)[CH2:24][CH2:25]3)[cH:26][cH:27][c:28]2[cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[c:17]1[c:12]([O:11][CH:10]2[CH2:9][CH2:8][N:7]([c:6]3[n:5][c:4]4[cH:3][cH:2][cH:1][cH:29][c:28]4[cH:27][cH:26]3)[CH2:25][CH2:24]2)[n:13][cH:14][cH:15][n:16]1.[NH:18]1[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]1>CC(C)O.O.O=C(O)O.[K+].[K+]>[cH:1]1[cH:2][cH:3][c:4]2[n:5][c:6]([N:7]3[CH2:8][CH2:9][CH:10]([O:11][c:12]4[n:13][cH:14][cH:15][n:16][c:17]4[N:18]4[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]4)[CH2:24][CH2:25]3)[cH:26][cH:27][c:28]2[cH:29]1\"}",
"reactionStep": {
"id": "sa_1655c95d0ac1c10242f2a420",
"reactionHash": "903d57b6e0f64513ed80413385b666b633379ede098105bf9d513e0b684f60ca"
},
"children": [
{
"id": "7041",
"routeId": "sa_9b5833a5c619793cb955cdab",
"moleculeId": "sa_330bd414c5d4211e41bcaa1a",
"parentId": "7040",
"isLeaf": true,
"molecule": {
"id": "sa_330bd414c5d4211e41bcaa1a",
"inchikey": "GLUUGHFHXGJENI-UHFFFAOYSA-N",
"smiles": "C1CNCCN1"
},
"smiles": "C1CNCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7042",
"routeId": "sa_9b5833a5c619793cb955cdab",
"moleculeId": "sa_87d8a6d7b248ada5a5b1d63a",
"parentId": "7040",
"isLeaf": false,
"molecule": {
"id": "sa_87d8a6d7b248ada5a5b1d63a",
"inchikey": "WELZIMFIPPRXCM-UHFFFAOYSA-N",
"smiles": "Clc1nccnc1OC1CCN(c2ccc3ccccc3n2)CC1"
},
"smiles": "Clc1nccnc1OC1CCN(c2ccc3ccccc3n2)CC1",
"reactionStepId": "sa_f9d66b6671598983f4db6547",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110306588A1;0803;1146821\",\"rsmi\":\"Cl[c:7]1[c:2]([Cl:1])[n:3][cH:4][cH:5][n:6]1.[OH:8][CH:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[CH2:23][CH2:24]1>CN(C)C=O.O.[HH].[Na+]>[Cl:1][c:2]1[n:3][cH:4][cH:5][n:6][c:7]1[O:8][CH:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[CH2:23][CH2:24]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[c:2]([Cl:1])[n:3][cH:4][cH:5][n:6]1.[OH:8][CH:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[CH2:23][CH2:24]1>CN(C)C=O.O.[HH].[Na+]>[Cl:1][c:2]1[n:3][cH:4][cH:5][n:6][c:7]1[O:8][CH:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[CH2:23][CH2:24]1\"}",
"reactionStep": {
"id": "sa_f9d66b6671598983f4db6547",
"reactionHash": "3eddb6a68decab5b519808ead5b5d69d406ba81ff5b0b747a05d7c6420699e9f"
},
"children": [
{
"id": "7043",
"routeId": "sa_9b5833a5c619793cb955cdab",
"moleculeId": "sa_a2f7671637361efae180dbf2",
"parentId": "7042",
"isLeaf": true,
"molecule": {
"id": "sa_a2f7671637361efae180dbf2",
"inchikey": "MLCNOCRGSBCAGH-UHFFFAOYSA-N",
"smiles": "Clc1nccnc1Cl"
},
"smiles": "Clc1nccnc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7044",
"routeId": "sa_9b5833a5c619793cb955cdab",
"moleculeId": "sa_5ef38c82768e215fe6198dd5",
"parentId": "7042",
"isLeaf": false,
"molecule": {
"id": "sa_5ef38c82768e215fe6198dd5",
"inchikey": "ZFZDBEHRXKCLNH-UHFFFAOYSA-N",
"smiles": "OC1CCN(c2ccc3ccccc3n2)CC1"
},
"smiles": "OC1CCN(c2ccc3ccccc3n2)CC1",
"reactionStepId": "sa_e3a820eb389224dc4e603235",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110306588A1;0801;1146820\",\"rsmi\":\"Cl[c:6]1[n:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15]1.[OH:1][CH:2]1[CH2:3][CH2:4][NH:5][CH2:16][CH2:17]1>CCN(CC)CC.CN(C)C=O.O>[OH:1][CH:2]1[CH2:3][CH2:4][N:5]([c:6]2[n:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]3[cH:14][cH:15]2)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[n:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15]1.[OH:1][CH:2]1[CH2:3][CH2:4][NH:5][CH2:16][CH2:17]1>CCN(CC)CC.CN(C)C=O.O>[OH:1][CH:2]1[CH2:3][CH2:4][N:5]([c:6]2[n:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]3[cH:14][cH:15]2)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_e3a820eb389224dc4e603235",
"reactionHash": "3985fdc3c22794180f79ee98fb9b06848b6a4bce477cb32919cee12863a810b8"
},
"children": [
{
"id": "7045",
"routeId": "sa_9b5833a5c619793cb955cdab",
"moleculeId": "sa_49013ccb2f74ad800601ccf1",
"parentId": "7044",
"isLeaf": true,
"molecule": {
"id": "sa_49013ccb2f74ad800601ccf1",
"inchikey": "HDOWRFHMPULYOA-UHFFFAOYSA-N",
"smiles": "OC1CCNCC1"
},
"smiles": "OC1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7046",
"routeId": "sa_9b5833a5c619793cb955cdab",
"moleculeId": "sa_e27cd600c890845f9594c197",
"parentId": "7044",
"isLeaf": true,
"molecule": {
"id": "sa_e27cd600c890845f9594c197",
"inchikey": "OFUFXTHGZWIDDB-UHFFFAOYSA-N",
"smiles": "Clc1ccc2ccccc2n1"
},
"smiles": "Clc1ccc2ccccc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}